US2023010535A1PendingUtilityA1

Electroactive compounds

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Assignee: DUPONT ELECTRONICS INCPriority: Dec 20, 2019Filed: Dec 8, 2020Published: Jan 12, 2023
Est. expiryDec 20, 2039(~13.4 yrs left)· nominal 20-yr term from priority
C07F 5/027H01L 51/0071H01L 51/008H01L 51/5012C09K 2211/1096C09K 11/06H10K 50/12H10K 85/658C07F 5/02H10K 50/11H10K 85/657H10K 85/322
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Claims

Abstract

There is provided a polycyclic aromatic compound having a single boron-nitrogen bond and including a core structure of Core A, Core B, or Core C In the formulas: Q 1 and Q 2 are the same or different and are a single bond, O, S, NR 12 , BR 12 , CR 13 R 14 , or SiR 13 R 14 ; and R 12 -R 14 are the same or different and are alkyl, carbocyclic aryl, heteroaryl, or substituted derivatives thereof.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A polycyclic aromatic compound having a single boron-nitrogen bond and comprising a core structure selected from the group consisting of Core A, Core B, and Core C 
       
         
           
           
               
               
           
         
         wherein: 
         Q 1  and Q 2  are the same or different and are selected from the group consisting of a single bond, O, S, NR 12 , BR 12 , CR 13 R 14 , and SiR 13 R 14 ; and 
         R 12 -R 14  are the same or different and are selected from the group consisting of alkyl, carbocyclic aryl, heteroaryl, and substituted derivatives thereof. 
       
     
     
         2 . The compound of  claim 1  having a formula selected from the group consisting of Formula I, Formula II, Formula III, Formula IV, and Formula V 
       
         
           
           
               
               
           
         
         wherein: 
         Q 1 -Q 4  are the same or different and are selected from the group consisting of a single bond, O, S, NR 12 , BR 12 , CR 13 R 14 , and SiR 13 R 14  ; 
         Q 5  and Q 6  are the same or different and are selected from the group consisting of N, B, P(O), CR 13 , and SiR 13 ; 
         Q 7  and Q 8  are the same or different and are selected from the group consisting no bond, a single bond, O, S, NR 12 , BR 12 , CR 13 R 14 , and SiR 13 R 14 ; 
         R 1 -R 11  are the same or different at each occurrence and are selected from the group consisting of D, F, CN, alkyl, alkoxy, fluoroalkyl, carbocyclic aryl, aryloxy, heteroaryl, diarylamino, silyl, siloxane, siloxy, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated alkoxy, deuterated carbocyclic aryl, deuterated aryloxy, deuterated heteroaryl, deuterated diarylamino, deuterated silyl, deuterated siloxane, deuterated siloxy, and deuterated germyl, where adjacent R groups or R groups on adjacent rings can be joined together to form a 5- or 6-membered cycloaliphatic ring, carbocyclic aromatic ring, heteroaromatic ring, or a substituted derivative thereof; 
         R 12 -R 14  are the same or different and are selected from the group consisting of alkyl, carbocyclic aryl, heteroaryl, and substituted derivatives thereof; 
         a, a1, b, and b1 are the same or different and are an integer from 0-3; and 
         c, d, and e-h are the same or different and are an integer from 0-2. 
       
     
     
         3 . A polycyclic aromatic compound having two boron-nitrogen bonds and having a formula selected from the group consisting of Formula VII, Formula VIII, Formula IX, Formula X, and Formula XI 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein: 
         Q 1 , Q 2 , Q 9 , and Q 10  are the same or different and are selected from the group consisting of a single bond, O, S, NR 12 , BR 12 , CR 13 R 14 , and SiR 13 R 14 ; 
         R 1 , R 2 , R 6 , R 7 , R 9 , and R 10  are the same or different at each occurrence and are selected from the group consisting of D, F, CN, alkyl, alkoxy, fluoroalkyl, carbocyclic aryl, aryloxy, heteroaryl, diarylamino, silyl, siloxane, siloxy, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated alkoxy, deuterated carbocyclic aryl, deuterated aryloxy, deuterated heteroaryl, deuterated diarylamino, deuterated silyl, deuterated siloxane, deuterated siloxy, and deuterated germyl, where adjacent R groups or R groups on adjacent rings can be joined together to form a 5- or 6-membered cycloaliphatic ring, carbocyclic aromatic ring, heteroaromatic ring, or a substituted derivative thereof; 
         R 12 -R 14  are the same or different and are selected from the group consisting of alkyl, carbocyclic aryl, heteroaryl, and substituted derivatives thereof; 
         R 15  and R 16  are the same or different at each occurrence and are selected from the group consisting of H, D, F, CN, alkyl, alkoxy, fluoroalkyl, carbocyclic aryl, aryloxy, heteroaryl, diarylamino, silyl, siloxane, siloxy, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated alkoxy, deuterated carbocyclic aryl, deuterated aryloxy, deuterated heteroaryl, deuterated diarylamino, deuterated silyl, deuterated siloxane, deuterated siloxy, and deuterated germyl, where adjacent R groups or R groups on adjacent rings can be joined together to form a 5- or 6-membered cycloaliphatic ring, carbocyclic aromatic ring, heteroaromatic ring, or a substituted derivative thereof; 
         a, a1, b, and b1 are the same or different and are an integer from 0-3; and 
         c and d are the same or different and are an integer from 0-2. 
       
     
     
         4 . An organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, the photoactive layer comprising a compound according to  claim 2 . 
     
     
         5 . An organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, the photoactive layer comprising a compound having a core structure according to  claim 3 .

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